IE53273B1 - Pharmaceutical compositions for treating nail infections - Google Patents
Pharmaceutical compositions for treating nail infectionsInfo
- Publication number
- IE53273B1 IE53273B1 IE1000/82A IE100082A IE53273B1 IE 53273 B1 IE53273 B1 IE 53273B1 IE 1000/82 A IE1000/82 A IE 1000/82A IE 100082 A IE100082 A IE 100082A IE 53273 B1 IE53273 B1 IE 53273B1
- Authority
- IE
- Ireland
- Prior art keywords
- composition
- antifungal agent
- imidazole
- tioconazole
- undecylenic acid
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 5
- 206010061304 Nail infection Diseases 0.000 title description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract description 60
- 239000000203 mixture Substances 0.000 claims abstract description 35
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 27
- 229940121375 antifungal agent Drugs 0.000 claims abstract description 25
- 239000003429 antifungal agent Substances 0.000 claims abstract description 25
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims abstract description 17
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229960002703 undecylenic acid Drugs 0.000 claims abstract description 15
- QXHHHPZILQDDPS-UHFFFAOYSA-N 1-{2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}imidazole Chemical compound S1C=CC(COC(CN2C=NC=C2)C=2C(=CC(Cl)=CC=2)Cl)=C1Cl QXHHHPZILQDDPS-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229960004214 tioconazole Drugs 0.000 claims abstract description 14
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000011282 treatment Methods 0.000 claims abstract description 7
- 239000003960 organic solvent Substances 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 206010034016 Paronychia Diseases 0.000 claims description 3
- 231100000252 nontoxic Toxicity 0.000 claims description 2
- 230000003000 nontoxic effect Effects 0.000 claims description 2
- 230000002538 fungal effect Effects 0.000 claims 1
- 206010017533 Fungal infection Diseases 0.000 abstract description 4
- 208000031888 Mycoses Diseases 0.000 abstract description 4
- 210000004906 toe nail Anatomy 0.000 abstract description 3
- 210000004905 finger nail Anatomy 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 abstract description 2
- 229940093499 ethyl acetate Drugs 0.000 abstract 1
- 150000004668 long chain fatty acids Chemical class 0.000 abstract 1
- 210000000282 nail Anatomy 0.000 description 16
- 239000002904 solvent Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000009472 formulation Methods 0.000 description 4
- 208000015181 infectious disease Diseases 0.000 description 4
- BYBLEWFAAKGYCD-UHFFFAOYSA-N Miconazole Chemical compound ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 BYBLEWFAAKGYCD-UHFFFAOYSA-N 0.000 description 3
- 229960004022 clotrimazole Drugs 0.000 description 3
- VNFPBHJOKIVQEB-UHFFFAOYSA-N clotrimazole Chemical compound ClC1=CC=CC=C1C(N1C=NC=C1)(C=1C=CC=CC=1)C1=CC=CC=C1 VNFPBHJOKIVQEB-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 229960002509 miconazole Drugs 0.000 description 3
- LEZWWPYKPKIXLL-UHFFFAOYSA-N 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole Chemical compound C1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 LEZWWPYKPKIXLL-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 241001480043 Arthrodermataceae Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000037304 dermatophytes Effects 0.000 description 2
- 229960003913 econazole Drugs 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- MPIPASJGOJYODL-SFHVURJKSA-N (R)-isoconazole Chemical compound ClC1=CC(Cl)=CC=C1[C@@H](OCC=1C(=CC=CC=1Cl)Cl)CN1C=NC=C1 MPIPASJGOJYODL-SFHVURJKSA-N 0.000 description 1
- 241000203233 Aspergillus versicolor Species 0.000 description 1
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- 241000222173 Candida parapsilosis Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- -1 Imidazole Undecylenic Acid Chemical compound 0.000 description 1
- 241000029132 Paronychia Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 208000002474 Tinea Diseases 0.000 description 1
- 241000223238 Trichophyton Species 0.000 description 1
- 241000223229 Trichophyton rubrum Species 0.000 description 1
- 241000893966 Trichophyton verrucosum Species 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 238000004166 bioassay Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 229940055022 candida parapsilosis Drugs 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- XTLNYNMNUCLWEZ-UHFFFAOYSA-N ethanol;propan-2-one Chemical compound CCO.CC(C)=O XTLNYNMNUCLWEZ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 210000004904 fingernail bed Anatomy 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 229960004849 isoconazole Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 208000026721 nail disease Diseases 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000000163 radioactive labelling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 201000004647 tinea pedis Diseases 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8113291 | 1981-04-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE821000L IE821000L (en) | 1982-10-29 |
| IE53273B1 true IE53273B1 (en) | 1988-09-28 |
Family
ID=10521494
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1000/82A IE53273B1 (en) | 1981-04-29 | 1982-04-28 | Pharmaceutical compositions for treating nail infections |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0064830B1 (enrdf_load_stackoverflow) |
| JP (1) | JPS5832818A (enrdf_load_stackoverflow) |
| DE (1) | DE3269306D1 (enrdf_load_stackoverflow) |
| DK (1) | DK158442C (enrdf_load_stackoverflow) |
| GR (1) | GR76519B (enrdf_load_stackoverflow) |
| HK (1) | HK16388A (enrdf_load_stackoverflow) |
| IE (1) | IE53273B1 (enrdf_load_stackoverflow) |
| MY (1) | MY8800008A (enrdf_load_stackoverflow) |
| SG (1) | SG81487G (enrdf_load_stackoverflow) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3520098A1 (de) * | 1985-06-05 | 1986-12-11 | Bayer Ag, 5090 Leverkusen | Azolderivate enthaltende formulierungen sowie ihre verwendung zur atraumatischen nagelentfernung |
| DE3720147A1 (de) * | 1987-06-16 | 1988-12-29 | Hoechst Ag | Antimykotisch wirksamer nagellack sowie verfahren zu dessen herstellung |
| US4859694A (en) * | 1988-02-10 | 1989-08-22 | Pavlich Frederick M | Method for treating hoof thrush and hoof rot |
| US5464610A (en) * | 1992-10-15 | 1995-11-07 | Schering-Plough Healthcare Products, Inc. | Method for treating onychomycosis |
| JPH07309755A (ja) * | 1994-05-20 | 1995-11-28 | Nichiban Co Ltd | 抗真菌薬貼付剤 |
| KR980000415A (ko) * | 1996-06-29 | 1998-03-30 | 이능희 | 무좀방지 효과가 있는 네일락카 조성물 |
| EP2395839B1 (en) * | 2009-02-13 | 2014-05-07 | Topica Pharmaceuticals, Inc | Anti-fungal formulation |
| HK1203361A1 (en) * | 2011-12-20 | 2015-10-30 | Vyome Biosciences Pvt Ltd | Topical oil composition for the treatment of fungal infections |
| WO2014186804A2 (en) * | 2013-05-17 | 2014-11-20 | Utah State University | Aminoglycoside and azole compositions and methods |
| CN109689034A (zh) * | 2016-06-13 | 2019-04-26 | 维奥梅治疗有限公司 | 协同抗真菌组合物及其方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB801726A (en) * | 1956-01-25 | 1958-09-17 | Havva Rabinovitch | Improvements in or relating to pharmaceutical preparations |
| FR1365298A (fr) * | 1962-03-30 | 1964-07-03 | Cosmétique | |
| FR1538155A (fr) * | 1967-09-26 | 1968-08-30 | Nouveaux cosmétiques anti-allergiques | |
| BE732508A (enrdf_load_stackoverflow) * | 1968-05-08 | 1969-10-16 | ||
| JPS50123814A (enrdf_load_stackoverflow) * | 1974-02-09 | 1975-09-29 | ||
| JPS5923292B2 (ja) * | 1979-07-19 | 1984-06-01 | 株式会社 池田模範堂 | γ−オリザノ−ル製剤 |
-
1982
- 1982-04-21 GR GR67950A patent/GR76519B/el unknown
- 1982-04-26 EP EP82302120A patent/EP0064830B1/en not_active Expired
- 1982-04-26 DE DE8282302120T patent/DE3269306D1/de not_active Expired
- 1982-04-28 IE IE1000/82A patent/IE53273B1/en not_active IP Right Cessation
- 1982-04-28 DK DK189282A patent/DK158442C/da not_active IP Right Cessation
- 1982-04-30 JP JP57073276A patent/JPS5832818A/ja active Granted
-
1987
- 1987-10-09 SG SG814/87A patent/SG81487G/en unknown
-
1988
- 1988-03-03 HK HK163/88A patent/HK16388A/en not_active IP Right Cessation
- 1988-12-30 MY MY8/88A patent/MY8800008A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK158442C (da) | 1990-10-22 |
| SG81487G (en) | 1988-09-23 |
| EP0064830A2 (en) | 1982-11-17 |
| DK189282A (da) | 1982-10-30 |
| JPS6217970B2 (enrdf_load_stackoverflow) | 1987-04-21 |
| JPS5832818A (ja) | 1983-02-25 |
| DE3269306D1 (en) | 1986-04-03 |
| DK158442B (da) | 1990-05-21 |
| IE821000L (en) | 1982-10-29 |
| EP0064830A3 (en) | 1983-08-10 |
| MY8800008A (en) | 1988-12-31 |
| HK16388A (en) | 1988-03-11 |
| EP0064830B1 (en) | 1986-02-26 |
| GR76519B (enrdf_load_stackoverflow) | 1984-08-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |